Isolation of unique heterocycles formed from pyridine-thiocarboxamides as diiodine, iodide, or polyiodide salts

Abstract

Given their two reactive centers, thioamides serve as useful synthetic building blocks for more complex heterocyclic molecules. The reaction of pyridine-4-thiocarboxamide (1) and pyridine-3-thiocarboxamide (2) with I2 provides protonated forms...

Polymeric polyiodo-chlorotellurates(iv): new supramolecular hybrids in halometalate chemistry

“…84 Thus, the diiodine molecules were less elongated than those in the previously reported polyiodo-iodometalates. 41,43,75,85–89 However, a structurally similar series of polyiodo-bromotellurates Cat 2 {[TeBr 6 ](I 2 )} also showed little to no I–I bond elongation along with I 2 vibration modes above 180 cm −1 in all compounds except one. 40…”

Molecular self-assembly of 1D linear and 2D T-shape polyiodide arrangements in two organic ammonium triiodide salts: supramolecular structures and density functional theory-based optical properties

“…However, there are also some reports on triiodide salts obtained by treatment of N-or S-donor ligands with metal halides such as LiI, CuI, AgCl, CdI 2 , SnI 2 , PbCl 2 , Hg 2 Cl 2 , SbI 3 , BiI 3 and SnI 4 . 24,[26][27][28][29][30][31] For example, the reaction of BiI 3 with pyrazinethiocarboxamide and diiodine is reported to afford the salt [4A] 4 [I 3 ] 4 •(MeCN) 3 (A: pyrazinethiocarboxamide). 31 Also for compound [Co(C 12 H 8 -N 2 ) 3 ]•(I 3 ) 2 , synthesized solvothermally from Co(NO 3 ) 2 , 1,10phenanthroline, and SnI 2 , the SnI 2 reagent served only as a source of I atoms.…”

“…24,[26][27][28][29][30][31] For example, the reaction of BiI 3 with pyrazinethiocarboxamide and diiodine is reported to afford the salt [4A] 4 [I 3 ] 4 •(MeCN) 3 (A: pyrazinethiocarboxamide). 31 Also for compound [Co(C 12 H 8 -N 2 ) 3 ]•(I 3 ) 2 , synthesized solvothermally from Co(NO 3 ) 2 , 1,10phenanthroline, and SnI 2 , the SnI 2 reagent served only as a source of I atoms. 24 In 2021, a new linear polymeric polyiodide, catena-poly[tris(1,10-phenanthrolin-1-ium)tris(1,10phenanthroline)heptaiodide], 32 was prepared by Poręba et al from chromium(III) acetate, 1,10-phenanthroline, hydroiodic acid and iodine in DMF and methanol as solvents.…”

1,4-Diiodotetrafluorobenzene 3,5-di-(pyridin-4-yl)-1,2,4-thiadiazole <1/1>

“…1,2,4-Thiadiazoles featuring pyridyl substituents, such as 3,5-di-(pyridin-4-yl)-1,2,4thiadiazole (L1) and 3,5-di-(pyridin-3-yl)-1,2,4-thiadiazole (L2) (Scheme 1), have been successfully used as building blocks in supramolecular chemistry by exploring their reactivity towards metal ions in the preparation of coordination polymers and polygons [10,11]. The versatility of donors L1 and L2 as supramolecular synthons became evident when their reactivity towards dihalogens, interhalogens, and other halogenated derivatives was investigated [12,13]. In this regard, the reaction of L1 and L2 with dihalogens and interhalogens was previously reported by our research group [12], and the self-assembly outcomes are summarized in Scheme 1.…”

“…L2 with I2 in an iodoform/acetone mixture produced compound (H2L2 2+ )(I − )2•L2•2CHI3 [13]. To further investigate the reactivity of L1 and L2 toward dihalogens, Pennington and coworkers introduced bismuth triiodide as a building block, producing self-assembled salts with formula (H2L1 2+ )2(Bi8I28 4− )•4CH3CN, [(H2L1 2+ )(HL1 + )](Bi2I9 3− )•3H2O, (H2L2 2+ )2(Bi4I16 4− )•2CH3CN•2I2, and (H2L2 2+ )2(Bi6I22 4− )•2CH3OH, whose crystal structures show L1 and L2 in their mono-or diprotonated forms along with four unusual polyiodobismuthate counterions [13].…”